Issue 9, 2023
From the journal:

Organic Chemistry Frontiers

A rhodium-catalyzed ylide formation/Smiles rearrangement reaction of chalcogenide ether and triazoles†

Jiafeng He,a   Xun-Shen Liu,a   Mingjia Li,a   Shaoting Peng,a   Zhi-Yao Sia  and  Lu Liu ORCID logo *ab  

* Corresponding authors

a School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai, P. R. China
E-mail: lliu@chem.ecnu.edu.cn

b Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai 200062, P. R. China

Abstract

A Rh(II)-catalyzed highly stereoselective chalcogenide ylide formation/Smiles rearrangement reaction of diaryl thioether/selenoethers and triazoles was successfully developed, which provided an efficient strategy to construct trisubstituted acyclic vinyl sulfides/selenides. The salient features of this protocol include simple operation, readily available starting materials, atom economy, broad substrate scope, and convenient transformation of products.

Graphical abstract: A rhodium-catalyzed ylide formation/Smiles rearrangement reaction of chalcogenide ether and triazoles

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Article information

DOI
https://doi.org/10.1039/D3QO00125C
Article type
Research Article
Submitted
28 Jan 2023
Accepted
23 Mar 2023
First published
24 Mar 2023

Org. Chem. Front., 2023,10, 2198-2203

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A rhodium-catalyzed ylide formation/Smiles rearrangement reaction of chalcogenide ether and triazoles

J. He, X. Liu, M. Li, S. Peng, Z. Si and L. Liu, Org. Chem. Front., 2023, 10, 2198 DOI: 10.1039/D3QO00125C

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